#------------------------------------------------------------------------------ #$Date: 2019-11-24 03:06:11 +0200 (Sun, 24 Nov 2019) $ #$Revision: 236397 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/66/7236661.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7236661 loop_ _publ_author_name 'Xu, Zhen' 'Cheng, Guangbin' 'Zhu, Shunguan' 'Lin, Qiuhan' 'Yang, Hongwei' _publ_section_title ; Nitrogen-rich salts based on the combination of 1,2,4-triazole and 1,2,3-triazole rings: a facile strategy for fine tuning energetic properties ; _journal_issue 5 _journal_name_full 'Journal of Materials Chemistry A' _journal_page_first 2239 _journal_paper_doi 10.1039/C7TA08941D _journal_volume 6 _journal_year 2018 _chemical_formula_moiety 'C4 H3 N9 O4, C2 H3 N' _chemical_formula_sum 'C6 H6 N10 O4' _chemical_formula_weight 282.21 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _audit_block_doi 10.5517/ccdc.csd.cc1nptpv _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-03-27 deposited with the CCDC. 2017-12-21 downloaded from the CCDC. ; _cell_angle_alpha 83.323(4) _cell_angle_beta 82.161(5) _cell_angle_gamma 85.293(4) _cell_formula_units_Z 2 _cell_length_a 4.5053(5) _cell_length_b 10.4920(13) _cell_length_c 12.3817(17) _cell_measurement_reflns_used 896 _cell_measurement_temperature 172(2) _cell_measurement_theta_max 24.42 _cell_measurement_theta_min 3.34 _cell_volume 574.57(12) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 172(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'PHOTON 100 CMOS detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_unetI/netI 0.1020 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 5499 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.350 _diffrn_reflns_theta_min 3.341 _diffrn_source 'sealed tube' _exptl_absorpt_coefficient_mu 0.139 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.6722 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 2014)' _exptl_crystal_density_diffrn 1.631 _exptl_crystal_description needle _exptl_crystal_F_000 288 _exptl_crystal_size_max 0.190 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.060 _refine_diff_density_max 0.239 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.063 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 2092 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_R_factor_all 0.1252 _refine_ls_R_factor_gt 0.0592 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0279P)^2^+0.2649P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0901 _refine_ls_wR_factor_ref 0.1064 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1241 _reflns_number_total 2092 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ta08941d2.cif _cod_data_source_block 1 _cod_database_code 7236661 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.974 _shelx_estimated_absorpt_t_max 0.992 _shelx_res_file ; 1.res created by SHELXL-2014/7 TITL 1 in P-1 CELL 0.71073 4.5053 10.4920 12.3817 83.323 82.161 85.293 ZERR 2.00 0.0005 0.0013 0.0017 0.004 0.005 0.004 LATT 1 SFAC C H N O UNIT 12 12 20 8 L.S. 20 BOND $h acta size 0.19 0.11 0.06 FMAP 2 PLAN 20 TEMP -100.650 WGHT 0.027900 0.264900 FVAR 0.23290 MOLE 1 C1 1 0.438247 0.432570 0.732384 11.00000 0.02409 0.02078 = 0.02165 -0.00324 -0.00112 0.00086 C2 1 0.593306 0.363098 0.812022 11.00000 0.02255 0.01620 = 0.01770 -0.00300 0.00149 -0.00051 C3 1 0.849712 0.032698 0.870910 11.00000 0.01685 0.01713 = 0.01995 -0.00555 -0.00554 0.00387 C4 1 0.753249 0.235859 0.816175 11.00000 0.02350 0.01356 = 0.01816 -0.00334 -0.00542 -0.00123 C5 1 0.723290 0.891810 0.617358 11.00000 0.02991 0.03878 = 0.03283 -0.01567 -0.00081 -0.00121 C6 1 0.932257 0.792167 0.571916 11.00000 0.04545 0.07608 = 0.09010 -0.05595 -0.01402 0.02537 AFIX 137 H6A 2 1.040817 0.827545 0.502299 11.00000 -1.50000 H6B 2 0.820594 0.720101 0.559317 11.00000 -1.50000 H6C 2 1.075790 0.761892 0.623596 11.00000 -1.50000 AFIX 0 N1 3 0.553153 0.428299 0.899752 11.00000 0.03692 0.01852 = 0.02773 -0.00291 -0.00817 0.00949 N2 3 0.382506 0.531769 0.868110 11.00000 0.05231 0.01719 = 0.02543 -0.00955 -0.00711 0.01320 H2 2 0.324556 0.589052 0.913312 11.00000 -1.20000 N3 3 0.304921 0.539370 0.769240 11.00000 0.04136 0.02205 = 0.02673 -0.00308 -0.00623 0.00859 N4 3 0.398917 0.400489 0.625403 11.00000 0.03255 0.02834 = 0.02603 0.00022 -0.00534 0.00199 N5 3 0.992486 0.201735 0.752247 11.00000 0.02445 0.01429 = 0.02431 -0.00148 -0.00086 0.00336 N6 3 1.051926 0.073623 0.788666 11.00000 0.01951 0.01643 = 0.02353 -0.00528 0.00166 0.00487 H6 2 1.204672 0.033552 0.753319 11.00000 -1.20000 N7 3 0.658049 0.135769 0.890105 11.00000 0.01826 0.01495 = 0.01980 -0.00501 0.00087 0.00283 H7 2 0.503804 0.135468 0.941029 11.00000 -1.20000 N8 3 0.803513 -0.079644 0.934283 11.00000 0.02118 0.01294 = 0.02471 -0.00287 -0.00063 0.00640 N9 3 1.002905 -0.178071 0.910969 11.00000 0.02818 0.01842 = 0.03124 -0.00447 -0.00749 0.00362 N10 3 0.564459 0.969050 0.652943 11.00000 0.03940 0.03912 = 0.04372 -0.01158 0.00946 0.00242 O1 4 0.210855 0.465178 0.576674 11.00000 0.05896 0.04411 = 0.04087 -0.00311 -0.02477 0.01786 O2 4 0.551968 0.308118 0.592739 11.00000 0.04097 0.03397 = 0.02900 -0.01119 -0.00025 0.01144 O3 4 1.216380 -0.166998 0.837452 11.00000 0.03280 0.02481 = 0.04325 -0.00282 0.01616 0.00830 O4 4 0.957952 -0.280234 0.971052 11.00000 0.04229 0.01496 = 0.03461 0.00252 -0.00126 0.00614 HKLF 4 REM 1 in P-1 REM R1 = 0.0592 for 1241 Fo > 4sig(Fo) and 0.1252 for all 2092 data REM 191 parameters refined using 0 restraints END WGHT 0.0463 0.0327 REM Highest difference peak 0.239, deepest hole -0.327, 1-sigma level 0.063 Q1 1 0.9501 0.4294 0.8450 11.00000 0.05 0.24 Q2 1 0.7133 0.4367 0.9423 11.00000 0.05 0.23 Q3 1 0.6055 0.3995 0.7463 11.00000 0.05 0.23 Q4 1 0.9115 0.2085 0.8454 11.00000 0.05 0.22 Q5 1 1.0455 -0.3381 0.9234 11.00000 0.05 0.21 Q6 1 0.5540 0.3066 0.5048 11.00000 0.05 0.21 Q7 1 0.7638 0.6387 0.8229 11.00000 0.05 0.21 Q8 1 0.6251 -0.0077 0.8815 11.00000 0.05 0.20 Q9 1 0.8344 0.7430 0.6146 11.00000 0.05 0.19 Q10 1 1.0367 0.7332 0.4541 11.00000 0.05 0.19 Q11 1 1.4059 0.2176 0.7510 11.00000 0.05 0.19 Q12 1 0.4704 0.5384 0.7201 11.00000 0.05 0.18 Q13 1 0.8776 -0.1925 1.0921 11.00000 0.05 0.18 Q14 1 0.8928 0.3448 0.8421 11.00000 0.05 0.18 Q15 1 1.1930 -0.1145 0.9918 11.00000 0.05 0.18 Q16 1 1.1022 -0.1124 0.7416 11.00000 0.05 0.18 Q17 1 1.0708 0.2541 0.6824 11.00000 0.05 0.18 Q18 1 0.6157 -0.0694 0.8945 11.00000 0.05 0.18 Q19 1 0.5871 0.6481 0.9606 11.00000 0.05 0.18 Q20 1 0.8551 0.9022 0.4230 11.00000 0.05 0.18 ; _shelx_res_checksum 64181 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp C1 C 0.4382(7) 0.4326(3) 0.7324(3) 0.0224(8) Uani 1 1 d . . C2 C 0.5933(7) 0.3631(3) 0.8120(3) 0.0191(8) Uani 1 1 d . . C3 C 0.8497(6) 0.0327(3) 0.8709(3) 0.0177(8) Uani 1 1 d . . C4 C 0.7532(7) 0.2359(3) 0.8162(2) 0.0180(8) Uani 1 1 d . . C5 C 0.7233(8) 0.8918(4) 0.6174(3) 0.0333(10) Uani 1 1 d . . C6 C 0.9323(9) 0.7922(5) 0.5719(4) 0.0680(16) Uani 1 1 d . . H6A H 1.0408 0.8275 0.5023 0.102 Uiso 1 1 calc R U H6B H 0.8206 0.7201 0.5593 0.102 Uiso 1 1 calc R U H6C H 1.0758 0.7619 0.6236 0.102 Uiso 1 1 calc R U N1 N 0.5532(6) 0.4283(2) 0.8998(2) 0.0279(7) Uani 1 1 d . . N2 N 0.3825(7) 0.5318(3) 0.8681(3) 0.0317(8) Uani 1 1 d . . H2 H 0.325(7) 0.589(3) 0.913(3) 0.038 Uiso 1 1 d . U N3 N 0.3049(6) 0.5394(3) 0.7692(2) 0.0304(8) Uani 1 1 d . . N4 N 0.3989(6) 0.4005(3) 0.6254(2) 0.0293(7) Uani 1 1 d . . N5 N 0.9925(5) 0.2017(2) 0.7522(2) 0.0215(7) Uani 1 1 d . . N6 N 1.0519(6) 0.0736(2) 0.7887(2) 0.0203(7) Uani 1 1 d . . H6 H 1.205(7) 0.034(3) 0.753(3) 0.024 Uiso 1 1 d . U N7 N 0.6580(6) 0.1358(2) 0.8901(2) 0.0179(7) Uani 1 1 d . . H7 H 0.504(7) 0.135(3) 0.941(3) 0.022 Uiso 1 1 d . U N8 N 0.8035(5) -0.0796(2) 0.9343(2) 0.0202(7) Uani 1 1 d . . N9 N 1.0029(6) -0.1781(3) 0.9110(2) 0.0257(7) Uani 1 1 d . . N10 N 0.5645(7) 0.9690(3) 0.6529(3) 0.0418(9) Uani 1 1 d . . O1 O 0.2109(6) 0.4652(3) 0.5767(2) 0.0476(8) Uani 1 1 d . . O2 O 0.5520(5) 0.3081(2) 0.59274(19) 0.0352(7) Uani 1 1 d . . O3 O 1.2164(5) -0.1670(2) 0.8375(2) 0.0362(7) Uani 1 1 d . . O4 O 0.9580(5) -0.2802(2) 0.97105(19) 0.0318(6) Uani 1 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0241(18) 0.021(2) 0.022(2) -0.0032(15) -0.0011(15) 0.0009(15) C2 0.0226(17) 0.0162(18) 0.0177(18) -0.0030(14) 0.0015(15) -0.0005(14) C3 0.0169(17) 0.0171(18) 0.0199(19) -0.0055(14) -0.0055(15) 0.0039(14) C4 0.0235(17) 0.0136(18) 0.0182(19) -0.0033(14) -0.0054(15) -0.0012(14) C5 0.030(2) 0.039(2) 0.033(2) -0.0157(19) -0.0008(18) -0.0012(18) C6 0.045(3) 0.076(4) 0.090(4) -0.056(3) -0.014(3) 0.025(2) N1 0.0369(17) 0.0185(17) 0.0277(18) -0.0029(14) -0.0082(14) 0.0095(13) N2 0.0523(19) 0.0172(17) 0.0254(19) -0.0096(13) -0.0071(15) 0.0132(15) N3 0.0414(18) 0.0220(17) 0.0267(19) -0.0031(14) -0.0062(15) 0.0086(14) N4 0.0326(16) 0.0283(19) 0.0260(18) 0.0002(14) -0.0053(14) 0.0020(14) N5 0.0244(14) 0.0143(15) 0.0243(16) -0.0015(12) -0.0009(13) 0.0034(12) N6 0.0195(15) 0.0164(16) 0.0235(17) -0.0053(13) 0.0017(13) 0.0049(12) N7 0.0183(14) 0.0149(15) 0.0198(17) -0.0050(12) 0.0009(12) 0.0028(12) N8 0.0212(14) 0.0129(15) 0.0247(16) -0.0029(12) -0.0006(12) 0.0064(11) N9 0.0282(16) 0.0184(17) 0.0312(18) -0.0045(14) -0.0075(15) 0.0036(13) N10 0.0394(19) 0.039(2) 0.044(2) -0.0116(17) 0.0095(17) 0.0024(16) O1 0.0590(17) 0.0441(18) 0.0409(17) -0.0031(13) -0.0248(14) 0.0179(14) O2 0.0410(15) 0.0340(16) 0.0290(15) -0.0112(12) -0.0002(12) 0.0114(12) O3 0.0328(14) 0.0248(15) 0.0433(17) -0.0028(12) 0.0162(13) 0.0083(11) O4 0.0423(15) 0.0150(13) 0.0346(15) 0.0025(11) -0.0013(12) 0.0061(11) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N3 C1 C2 110.1(3) N3 C1 N4 120.4(3) C2 C1 N4 129.4(3) N1 C2 C1 107.6(3) N1 C2 C4 120.4(3) C1 C2 C4 131.7(3) N6 C3 N7 105.6(3) N6 C3 N8 135.7(3) N7 C3 N8 118.7(3) N5 C4 N7 111.5(3) N5 C4 C2 126.3(3) N7 C4 C2 122.1(3) N10 C5 C6 179.3(5) C5 C6 H6A 109.5 C5 C6 H6B 109.5 H6A C6 H6B 109.5 C5 C6 H6C 109.5 H6A C6 H6C 109.5 H6B C6 H6C 109.5 N2 N1 C2 103.0(3) N3 N2 N1 116.9(3) N3 N2 H2 123(2) N1 N2 H2 120(2) N2 N3 C1 102.4(3) O2 N4 O1 125.6(3) O2 N4 C1 116.6(3) O1 N4 C1 117.8(3) C4 N5 N6 103.8(2) C3 N6 N5 111.8(2) C3 N6 H6 131(2) N5 N6 H6 117(2) C3 N7 C4 107.2(3) C3 N7 H7 124.5(19) C4 N7 H7 128.2(19) N9 N8 C3 115.6(2) O3 N9 O4 123.0(3) O3 N9 N8 122.5(3) O4 N9 N8 114.5(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N3 1.326(4) C1 C2 1.389(4) C1 N4 1.441(4) C2 N1 1.334(4) C2 C4 1.463(4) C3 N6 1.327(4) C3 N7 1.350(4) C3 N8 1.352(4) C4 N5 1.299(4) C4 N7 1.367(4) C5 N10 1.125(4) C5 C6 1.458(5) C6 H6A 0.9800 C6 H6B 0.9800 C6 H6C 0.9800 N1 N2 1.330(3) N2 N3 1.310(4) N2 H2 0.87(3) N4 O2 1.218(3) N4 O1 1.222(3) N5 N6 1.384(3) N6 H6 0.87(3) N7 H7 0.87(3) N8 N9 1.343(3) N9 O3 1.234(3) N9 O4 1.246(3)